1. If it's connected or next to a building see if you can get on top of the roof and possibly get onto the ladder easy as hell.
2. If it's a billboard that stands alone and has a 2 pillars that are square shaped with the indent in it, grab the side of it your not climbing and put your feet in the indented part and climb up to ladder.
3. I never hit a billboard if the lights are on and don't plan to so I scope the billy a night or 2 before and see if the lights go out automatically or if there is a switch in the light box to turn them off. Were rubber gloves (not latex) if you have to flip any switches cause you don't wanna get electrocuted.
4. If you are painting with another writer make sure you have 100% trust in them and they are aware (not paranoid). I personally paint as fast as possible and lay down on the billboard walkway for ANY car because I have to much shit going right now and don't need a felony, and if I piece it takes about 45 minutes. A throw up 5 minutes or less depending on the traffic.
5. Be aware of cameras